Cheap Flights to Durham Region from $65 (2026/2027)

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Oshawa

Flights
Oshawa

How Much Does it Cost To Fly To Durham Region?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Thu, Sep 10 - Sun, Sep 13
FLL
Fort Lauderdale - Hollywood Intl.
YYZ
Pearson Intl.
$172 Roundtrip, just found
$172
Roundtrip
just found
Select Flair Airlines flight, departing Thu, Sep 10 from Fort Lauderdale - Hollywood Intl. to Pearson Intl., returning Sun, Sep 13, priced at $172 just found
Thu, Sep 17 - Thu, Oct 1
ORD
O'Hare Intl.
YTZ
Billy Bishop Toronto City
$219 Roundtrip, found 6 days ago
$219
Roundtrip
found 6 days ago
Select Porter Airlines flight, departing Thu, Sep 17 from O'Hare Intl. to Billy Bishop Toronto City, returning Thu, Oct 1, priced at $219 found 6 days ago
Fri, Sep 11 - Sun, Sep 13
ORD
O'Hare Intl.
YYZ
Pearson Intl.
$226 Roundtrip, found 14 hours ago
$226
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Fri, Sep 11 from O'Hare Intl. to Pearson Intl., returning Sun, Sep 13, priced at $226 found 14 hours ago
Sat, Sep 26 - Sat, Sep 26
BOS
Logan Intl.
YTZ
Billy Bishop Toronto City
$227 Roundtrip, found 7 hours ago
$227
Roundtrip
found 7 hours ago
Select Porter Airlines flight, departing Sat, Sep 26 from Logan Intl. to Billy Bishop Toronto City, returning Sat, Sep 26, priced at $227 found 7 hours ago
Mon, Nov 23 - Mon, Nov 30
MCO
Orlando Intl.
YYZ
Pearson Intl.
$238 Roundtrip, found 7 hours ago
$238
Roundtrip
found 7 hours ago
Select Flair Airlines flight, departing Mon, Nov 23 from Orlando Intl. to Pearson Intl., returning Mon, Nov 30, priced at $238 found 7 hours ago
Fri, Aug 14 - Sun, Aug 16
BOS
Logan Intl.
YYZ
Pearson Intl.
$246 Roundtrip, found 3 hours ago
$246
Roundtrip
found 3 hours ago
Select Air Canada flight, departing Fri, Aug 14 from Logan Intl. to Pearson Intl., returning Sun, Aug 16, priced at $246 found 3 hours ago
Sat, Sep 12 - Mon, Sep 14
LGA
LaGuardia
YYZ
Pearson Intl.
$253 Roundtrip, found 2 hours ago
$253
Roundtrip
found 2 hours ago
Select Delta flight, departing Sat, Sep 12 from LaGuardia to Pearson Intl., returning Mon, Sep 14, priced at $253 found 2 hours ago
Thu, Aug 20 - Thu, Aug 20
EWR
Newark Liberty Intl. Airport
YYZ
Pearson Intl.
$260 Roundtrip, found 3 days ago
$260
Roundtrip
found 3 days ago
Select Air Canada flight, departing Thu, Aug 20 from Newark Liberty Intl. Airport to Pearson Intl., returning Thu, Aug 20, priced at $260 found 3 days ago
Tue, Oct 13 - Fri, Oct 30
IAD
Washington Dulles Intl.
YTZ
Billy Bishop Toronto City
$262 Roundtrip, found 4 days ago
$262
Roundtrip
found 4 days ago
Select Air Canada flight, departing Tue, Oct 13 from Washington Dulles Intl. to Billy Bishop Toronto City, returning Fri, Oct 30, priced at $262 found 4 days ago
Mon, Oct 12 - Mon, Oct 19
LGA
LaGuardia
YTZ
Billy Bishop Toronto City
$277 Roundtrip, found 10 hours ago
$277
Roundtrip
found 10 hours ago
Select Air Canada flight, departing Mon, Oct 12 from LaGuardia to Billy Bishop Toronto City, returning Mon, Oct 19, priced at $277 found 10 hours ago
OriginDestinationTravel DatesFlights From*
YXXTorontoSeptember 11 to September 17$228
YVRTorontoJuly 7 to July 8$359
LAXTorontoJuly 26 to August 18$444
LAXTorontoSeptember 8 to September 19$506
PVGTorontoJune 29 to August 10$1,073
HKGTorontoSeptember 5 to September 14$1,076
CANTorontoJune 30 to July 4$1,099
SZXTorontoJuly 2 to July 8$1,106
PEKTorontoJuly 1 to August 6$1,298
FOCTorontoSeptember 19 to September 23$1,381
XIYTorontoAugust 14 to August 15$2,065
HKGTorontoAugust 10 to August 14$2,084
PEKTorontoSeptember 2 to November 26$2,354
PVGTorontoJune 29 to July 15$8,667
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
YXXTorontoJune 19 to June 22$459
YVRTorontoJune 19 to June 25$691
LAXTorontoJune 20 to June 24$762
LAXTorontoJune 20 to June 23$1,106
HKGTorontoJune 19 to November 23$1,121
PEKTorontoJune 21 to July 5$1,466
*Prices include taxes and fees

Best Durham Region Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
One King West Hotel & Residence
4.0-star property

One King West Hotel & Residence

Jul 27 - Jul 31

4 night stay

Boston (BOS) to Toronto (YYZ)

Air Canada • Coach

Toronto (YYZ) to Boston (BOS)

Porter Airlines • Coach
Price was $1,098, price is now $725 per person
$725
per person
found 1 day ago
Hotel Riu Plaza Toronto
4.0-star property

Hotel Riu Plaza Toronto

Sep 14 - Sep 17

3 night stay

Atlanta (ATL) to Toronto (YYZ)

Delta • Coach

Toronto (YYZ) to Atlanta (ATL)

Air Canada • Coach
Price was $1,726, price is now $1,168 per person
$1,168
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Boston to Durham Region
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Travelers ❤️ These Durham Region 🏨

Pickering Casino Resort Hotel

Pickering Casino Resort Hotel

4 out of 5
888 Durham Live Ave Pickering ON
Book a stay at this business-friendly hotel in Pickering. Enjoy free WiFi, free parking, and 6 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Pickering Casino Resort and Cineplex Cinemas Pickering are located nearby.
9/10 Wonderful! (4,824 reviews)
"Large casino with easy access from covered parking"

Reviewed on Jun 15, 2026

Opens in a new windowPickering Casino Resort Hotel
Travelodge by Wyndham Oshawa Whitby

Travelodge by Wyndham Oshawa Whitby

2 out of 5
940 Champlain Avenue Oshawa ON
Book a stay at this business-friendly hotel in Oshawa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions Lynde Shores Conservation Area and Landmark Cinemas Whitby are located nearby.
6.8/10 (1,068 reviews)
"The room was dusty and the floor in the bathroom was sticky but worst of all the pool was closed and my grandchildren was very excited to use the pool."

Reviewed on Jun 13, 2026

Opens in a new windowTravelodge by Wyndham Oshawa Whitby
Hilton Garden Inn Toronto/Ajax

Hilton Garden Inn Toronto/Ajax

3 out of 5
500 Beck Crescent Ajax ON
Book a stay at this business-friendly hotel in Ajax. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Pickering Casino Resort and Veterans' Point Gardens are located nearby.
9/10 Wonderful! (1,022 reviews)
"Bright clean room. Was a comfortable stay. Thank you."

Reviewed on Jun 15, 2026

Opens in a new windowHilton Garden Inn Toronto/Ajax
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Great Blue Heron Hotel

Great Blue Heron Hotel

4 out of 5
21777 Island Rd Scugog ON
Book a stay at this business-friendly hotel in Scugog. Enjoy free WiFi, free parking, and a casino. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Great Blue Heron Charity Casino and Seven Mile Island are located nearby.
9.2/10 Wonderful! (1,048 reviews)
"I thought it was clean and the rooms were very adequate. We opted out of housekeeping with the invitation to get towels at the front desk whenever we needed them, however each day it was an issue."

Reviewed on Jun 15, 2026

Opens in a new windowGreat Blue Heron Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much is the cheapest flight to Durham Region?
Within the last seven days, the cheapest roundtrip flight to Durham Region cost $172 on this site. Search through our excellent deals, make a booking and get ready for your next trip. This price was available on Travelocity for flights to Durham Region departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Durham Region?
Plan your itinerary and then jet away with any of the 17 airlines that fly to Durham Region. Book a seat with the popular air carrier, Porter Airlines. It offers approximately 953 flights every month to Pickering, Durham Region's gateway city, so finding your perfect fare should be a snap.
What is the cheapest month to fly to Durham Region?
For your biggest chance at locking in a fantastic flight deal, organize your getaway during September. Based on Travelocity's direct flight demand from January to December last year, it's the most affordable time to jet off to Durham Region.
How can I check my flight status to Durham Region?
There are a few ways you can check on your flights. You'll discover all the info you need in our Trips portal, which is located at the top of our homepage. Sign in or create an account — you'll then be able to access and manage your bookings whenever you want. For those on the move, the Travelocity app can also help you look up the status of your flight to Durham Region, as well as share travel details with any members of your family flying with you.
How do I find the best deals on flights to Durham Region?
Be flexible with your travel dates and there's a good chance you'll find an amazing deal. After you've searched for flights on Travelocity, click the "Flexible dates" feature above your results to see all the prices for surrounding days. Also try to book ahead of time and avoid the high season. In the last seven days, the lowest price for a return flight to Durham Region was $172. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Durham Region with Travelocity?
Pack your luggage and prepare for an amazing adventure with Travelocity. We'll help you track down all the top deals on cheap flights to Durham Region. Whether you're looking for flexible airfares with plenty of wiggle room or cheap family flights on low-cost airlines, we've got what you need.
What are the most popular flight routes to Durham Region?
As a popular destination, you'll find plenty of ways to get to Durham Region. Here are some of the top routes:

  • Vancouver, BC (YVR-Vancouver Intl.) to Pearson Intl. Airport (YYZ) - 3,700 flights a month.
  • Montreal, QC (YUL-Pierre Elliott Trudeau Intl.) to Pearson Intl. Airport (YYZ) - 3,622 flights a month.
  • Calgary, AB (YYC-Calgary Intl.) to Pearson Intl. Airport (YYZ) - 3,583 flights a month.

How much is a flight to Durham Region on average?
Roundtrip flights to Durham Region were priced between $172 and $8,667 in the last seven days. When you see an airfare that best fits your budget, get in quick. Cheap deals don't stick around forever! These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Durham Region?
Below you can see a selection of leading direct flights to Durham Region and their average journey times:

  • Vancouver, BC (YVR-Vancouver Intl.) to Pearson Intl. Airport (YYZ) - 4 hours and 29 minutes
  • Montreal, QC (YUL-Pierre Elliott Trudeau Intl.) to Pearson Intl. Airport (YYZ) - 1 hour and 44 minutes
  • Calgary, AB (YYC-Calgary Intl.) to Pearson Intl. Airport (YYZ) - 3 hours and 39 minutes

What can I expect on a flight to Durham Region?
That depends on several things. Is your flight to Durham Region short, medium or long haul? Will you fly with a full-service airline or a budget option? These things will influence your travel experience. If you're traveling long haul, many airlines include food, drink and entertainment. Budget carriers are a terrific option when it comes to cheap flights for family vacations and quick trips. However, they usually won't have the same inclusions as a full-service carrier.